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Prallethrin

CAS No.
23031-36-9
Chemical Name:
Prallethrin
Synonyms
ETOC;Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, 2-methyl-4-oxo-3-(2-propynyl)-2-cyclopenten-1-yl ester;s4068;Pralle;ETOC(R);s-4068sf;NYLAR(R);ai3-29750;Propathrin;PRALLETHRIN
CBNumber:
CB4471390
Molecular Formula:
C19H24O3
Molecular Weight:
300.39
MDL Number:
MFCD01632766
MOL File:
23031-36-9.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-07-31 15:25:14

Prallethrin Properties

Melting point 25°C
Boiling point 381.62°C (rough estimate)
Density d420 1.03
vapor pressure ﹤4.3×10-5 Pa (23.1 °C)
refractive index 1.4200 (estimate)
Flash point 139 °C
storage temp. 2-8°C
solubility Chloroform (Sparingly), Ethyl Acetate (Slightly), Methanol (Sparingly)
Water Solubility 8 mg l-1 (25 °C)
Henry's Law Constant 6.2×100 mol/(m3Pa) at 25℃, HSDB (2015)
Stability Stable. Incompatible with strong oxidizing agents.
Major Application agriculture
environmental
InChI 1S/C19H24O3/c1-7-8-13-12(4)16(10-15(13)20)22-18(21)17-14(9-11(2)3)19(17,5)6/h1,9,14,16-17H,8,10H2,2-6H3
InChIKey SMKRKQBMYOFFMU-UHFFFAOYSA-N
SMILES C\C(C)=C/C1C(C(=O)OC2CC(=O)C(CC#C)=C2C)C1(C)C
CAS DataBase Reference 23031-36-9(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 2X67A9B2Z7
EPA Substance Registry System Prallethrin (23031-36-9)
UNSPSC Code 41116107
NACRES NA.24

SAFETY

Risk and Safety Statements

Symbol(GHS)  Skull and Crossbones (GHS06)Environment (GHS09)
GHS06,GHS09
Signal word  Danger
Hazard statements  H302-H331-H410
Precautionary statements  P261-P264-P270-P273-P301+P312-P304+P340+P311
PPE Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes  T,N
Risk Statements  22-23-50/53
Safety Statements  45-60-61
RIDADR  UN2811 6.1/PG 2
WGK Germany  3
HS Code  29162090
Storage Class 6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials
Hazard Classifications Acute Tox. 3 Inhalation
Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1
Hazardous Substances Data 23031-36-9(Hazardous Substances Data)
Toxicity mouse,LD50,oral,190mg/kg (190mg/kg),Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 20, Pg. 228, 1989.

Prallethrin price More Price(18)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 32917 Prallethrin PESTANAL 23031-36-9 100mg $256 2026-04-30 Buy
Cayman Chemical 25813 Prallethrin ≥90%(mixtureofdiastereomers) 23031-36-9 25mg $69 2026-04-30 Buy
Cayman Chemical 25813 Prallethrin ≥90%(mixtureofdiastereomers) 23031-36-9 50mg $130 2026-04-30 Buy
Cayman Chemical 25813 Prallethrin ≥90%(mixtureofdiastereomers) 23031-36-9 100mg $246 2026-04-30 Buy
Cayman Chemical 25813 Prallethrin ≥90%(mixtureofdiastereomers) 23031-36-9 250mg $546 2026-04-30 Buy
Product number Packaging Price Buy
32917 100mg $256 Buy
25813 25mg $69 Buy
25813 50mg $130 Buy
25813 100mg $246 Buy
25813 250mg $546 Buy

Prallethrin Chemical Properties, Uses, Production

Chemical properties

The original medicine is an oil like liquid. At b.p.>313.5℃ , the relative density is 1.03. It is easy to dissolve in methanol and hexane. The solubility is >50% at normal temperature, The solubility in the water at 25 C is 8.03mg/L, The distribution coefficient is 30800.

Application

The product characteristics of fenvalerate are the same as those of fenpropathrin with strong contact toxicity. The knockdown and killing performance is 4 times higher than that of the right-handed trans pyrethrin, and has a prominent driving effect on cockroaches. It is mainly used for processing mosquito repellent incense, electric mosquito repellent incense, liquid mosquito repellent incense and spray to control household pests such as housefly, mosquito, louse, cockroach etc. The recommended amount of use is as follows: (with effective ingredients) mosquito repellent incense: The electric heat mosquito incense containing 0.05% of the product: Containing 10mg/ tablets of this product to control the temperature of the electric heater center at 125-135℃. Liquid mosquito repellent incense: containing 0.66% of this product, plus proper stabilizer; Sustained-release agent; Aerosols: 0.05 0.2% of this product with appropriate amount of lethal agent, synergist and emulsifier.

Chemical Properties

solid

Uses

Prallethrin ia a synthetic pyrethroid; propynyl analog of allethrin. Prallethrin is used as an insecticide.

Uses

Prallethrin is used for the control of insects in domestic and public health situations.

Definition

ChEBI: Prallethrin is a member of cyclopropanes and a terminal acetylenic compound. It has a role as a pyrethroid ester insecticide and an agrochemical. It is functionally related to a chrysanthemic acid.

Production Methods

Prallethrin is synthesised through a multi-step chemical process rooted in pyrethroid chemistry, specifically involving the esterification of chrysanthemic acid derivatives with alcohols. The key intermediate is a cyclopropane carboxylic acid, which is reacted with a substituted cyclopentenol, often containing a propargyl group, to form the final ester compound. This reaction is carefully controlled to yield the desired cis-trans isomeric mixture, which is crucial for prallethrin’s insecticidal potency. The process emphasises high purity and precise stereochemistry, as impurities can affect both efficacy and safety.

Hazard

A poison by ingestion and inhalation. Low toxicity by skin contact.

Mechanism of action

Contact, with rapid knock down effect, acts on the insects nervous system. Sodium channel modulator.

Pharmacology

Prallethrin is a propynyl analog of allethrin, with 2-methyl-4-oxo-3-(prop-2-ynyl)-cyclopent-2-enyl as the secondary alcohol moiety that has been introduced against public health pests (113–115). The ester of the (S)-alcohol with (1R)-trans,cis-chrysanthemic acid resolved partially is commercialized on the strength of the assessment of insecticidal action of individual stereoisomers (116). Compared with d-allethrin, it is approximately four, six, and five times more effective on Musca domestica (for killing), Blattella germanica (for killing), and Culex pipiens pallens (for knockdown), respectively (43). A lower level of resistance to prallethrin than to phenoxybenzyl pyrethroids was demonstrated in a kdr-resistant housefly strain (116).

Safety Profile

A poison by ingestion and inhalation. Low toxicity by skin contact. When heated to decomposition it emits acrid smoke and irritating vapors.

Metabolic pathway

Prallethrin is stable under normal room temperature storage conditions for up to 36 months. It is labile to alkali at the ester linkage, forming 2 and 3 (Scheme 1). Analogy with the allethrins (from which it differs only in the degree of unsaturation in the side chain - propyne rather than propene) would suggest that the compound is very photolabile.

Degradation

The metabolism of prallethrin was studied following single oral administration and subcutaneous injection of the cis- and trans-isomers to rats at two dose levels and after repeated dosing. The compound was labelled in the alcohol moiety (inferred from the results) (PSD, 1995).
Absorption was rapid with maximum tissue residues being attained 3 hours after the dosing of each isomer. Biphasic clearance of radioactivity then occurred with half-lives of 3 and 14-23 hours (cis-isomer) and 3-5 and 7-35 hours (trans-isomer). Urinary excretion accounted for 13-32% (cis-isomer) and 45-62% (trans-isomer) of the dose with most of the balance in the faeces. Less than 0.1% was exhaled as 14CO2 . Residues in tissues were very low (0.3% of the dose at 7 days). Metabolism and disposition were independent of dose and dose route but residues in tissues were somewhat higher for the cis-isomer.
Twenty-one metabolites were identified (taking account of stereochemistry and conjugates). The major pathways of metabolism involved oxidation at a methyl group of the isobutenyl group in the acid moiety (giving 4 and 5), at the C1 and C2 positions of the propynyl group in the alcohol moiety (giving 6 and 9) and dihydroxylation (to 7 and 8). The resulting hydroxy derivatives were conjugated with glucuronic acid and sulfate.
Hydrolysis of prallethrin also occurred to afford the acid 2 (presumed) and the alcohol 3. Hydrolysis of the hydroxylated prallethrins and further oxidation of 3 afforded 10 and 11. Further oxidation of 10 to the cyclic tertiary alcohol (12) was observed.
When bluegill sunfish were exposed to a l4C-labelled (acid and alcohol groups) prallethrin isomer (1Rtrans), more than 50% of the biliary radioactivity recovered from the gall bladder was observed as one ester metabolite. This was identified as the taurine conjugate of carboxylic acid metabolite 5 (Oshima et al., 1992).

Pesticide Type

Insecticide; Veterinary substance

Global Suppliers ( 155)
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J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
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TianJin Alta Scientific Co., Ltd. 022-65378550-8551 contact@altascientific.com China 2772 58

View Latest Price from Prallethrin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Prallethrin pictures 2026-06-30 Prallethrin
23031-36-9
1kg 99% 10000KGS Shaanxi Dideu New Materials Co. Ltd
 Prallethrin pictures 2026-05-28 Prallethrin
23031-36-9
$10.60 1KG 98% 5000kg Hebei Chuanghai Biotechnology Co,.LTD
Prallethrin pictures 2025-06-27 Prallethrin
23031-36-9
1KG 99% 500000kg Hebei Chuanghai Biotechnology Co., Ltd
  • Prallethrin pictures
  • Prallethrin
    23031-36-9
  • $0.00
  • 99%
  • Shaanxi Dideu New Materials Co. Ltd
  •  Prallethrin pictures
  • Prallethrin
    23031-36-9
  • $10.60
  • 98%
  • Hebei Chuanghai Biotechnology Co,.LTD
  • Prallethrin pictures
  • Prallethrin
    23031-36-9
  • $0.00
  • 99%
  • Hebei Chuanghai Biotechnology Co., Ltd
s-4068sf trans-(+-)-ydroxy-3-methyl-2-(2-propynyl)-2-cyclopenten-1-on (RS)-2-Methyl-4-oxo-3-prop-2-ynylcyclopent-2-enyl (1RS,3RS:1RS,3SR)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate 2-methyl-4-oxo-3-prop-2-ynylcyclopent-2-enyl-2,2-dimethyl-3-(2-methylprop-1-enyl) cyclopropanecarboxylate Pralle 2,2-Dimethyl-3-(2-methyl-1-propen-1-yl)-1-cyclopropanecarboxylic acid 2-methyl-4-oxo-3-(2-propynyl)-2-cyclopenten-1-yl ester 2,2-Dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylic acid 2-methyl-4-oxo-3-(2-propynyl)-2-cyclopenten-1-yl ester Rethrinpropargyl S-4068 forte 2,2-DiMethyl-3-(2-Methyl-1-propen-1-yl)cyclopropanecarboxylic Acid 2-Methyl-4-oxo-3-(2-propyn-1-yl)-2-cyclopenten-1-yl Ester Acetylene C PerMethrin trans-(±)-4-Hydroxy- 3-Methyl-2-(2-propynyl)-2-cyclopenten-1-one 2,2-DiMethyl-3-(2-Methylpropenyl) cyclopropanecarboxylate, (8CI) Prallethrin 10mg [23031-36-9] 2-Methyl-4-oxo-3-(prop-2-yn-1-yl)cyclopent-2-en-1-yl 2,2-diMethyl-3-(2-Methylprop-1-en-1-yl)cyclopropanecarboxylate Prallethrin (Mixture of diastereoMers) (S)-2-METHYL-4-OXO-3-(2-PROPYNYL)-CYCLOPENT-1-YL (1R)-CIS-TRANS-CHRYSANTHEMATE (S)-2-METHYL-4-OXO-3-PROP-2-YNYLCYCLOPENT-1-YL(1R)-CIS,TRANS-2,2-DIMETHYL-3-(2-METHYLPROP-1-ENYL)-CYCLOPROPANECARBOXYLATE PRALLETHRIN NYLAR(R) (RS)-2-methyl-4-oxo-3-(2-propynyl)cyclopent-2-enyl(1RS)-cis,trans-chrysanthemate Prallethrin 0 (1S,3S)-2,2-dimethyl-3-(2-methylprop-1-enyl)-1-cyclopropanecarboxylic acid [(1R)-2-methyl-4-oxo-3-prop-2-ynyl-1-cyclopent-2-enyl] ester D-Trans-Prallethrin 2-Methyl-4-oxo-3-(2-propynyl)-2-cyclopenten-1-yl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate prallethrin (bsi,draft e-iso9, prallethrine (draft f-iso)etoc PRALLETHRIN,RICH-D-TRANS 2,2-Dimethyl-3-(2-methylprop-1-enyl)-cyclopropanecarboxylate 2-Methyl-4-oxo-3-(prop-2-ynyl)cyclopent-2-en-1-yl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate ETOC(R) CYCLOPROPANECARBOXYLIC ACID, 2,2-DIMETHYL-3-(2-METHYL-1-PROPENYL)-(1S)-2-METHYL-4-OXO-3-(2-PROPENYL)-2-CYCLOPENTEN-1-YL ESTER, (1R) prallethrin ETOC 2-methyl-4-oxo-3-(prop-2-ynyl)cyclopent-2-en-1-yl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate 2,2-dimethyl-3-(2-methylpropenyl)-,esterwith4-hydroxy-3-methyl-2-(2-propynyl)-2-cyclopenten-1-oCyclopropanecarboxylicacid 2-dimethyl-3-(2-methylpropenyl)-esterwith4-hydroxy-3-methyl-2-(2-propynyl)-2-cyclopenten-1-onecyclopropanecarboxylicaci 2-Methyl-4-oxo-3-(2-propynyl)cyclopent-2-enyl(1R)-cis,trans-chrysanthemate ai3-29750 d,d-t80-prallethrin s4068 Prallethrin @100 μg/mL in Methanol Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propen-1-yl)-, 2-methyl-4-oxo-3-(2-propyn-1-yl)-2-cyclopenten-1-yl ester Prallethrin(Mixture of diastereom) Prallethrin 10.0 μg/ml Acetonitrile 2-methyl-4-oxo-3-(prop-2-ynyl)cyclopent-2-en-1-yl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate (Prallethrin) Propathrin Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, 2-methyl-4-oxo-3-(2-propynyl)-2-cyclopenten-1-yl ester ETOC 23031-36-9 Agro-Products INSECTICIDE